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sellNotable cluster of 13

Dev Ittycheria sold $34M of DDOG

director at Datadog, Inc.. 138,000 shares at an average of $248.78, traded Jun 3, 2026, filed Jun 5, 2026.

Warning score
60
Value
$34M
138,000 shares
Holdings after
72,899
-87% from before
From 52-week low
+144%
low $102.61, close $250.33
From 52-week high
-10%
high $277.49, as of Jun 3, 2026

Score components

  • Role
    Director
    +15
  • Trade size
    $34.3M at market
    +25
  • Share of holdings sold
    Sold 87% of holdings
    +20
  • Cluster
    13 insiders selling within 14 days
    +15
  • Exercise and sell
    Shares came from an option exercise in the same filing
    -15

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

DDOGOct 9, 2026 · close 293.26
Since filing Jun 5, 2026: +25.3%SPY +6.0% · excess +19.2%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001561550-26-000188, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Jun 3, 2026CConversion
Class A Common Stock
+120,000--159,235Jun 5, 2026
Jun 3, 2026SOpen-market sale
Class A Common Stock
-486$247.93$120k158,749Jun 5, 2026
Jun 3, 2026SOpen-market sale
Class A Common Stock
-76,981$248.54$19M81,768Jun 5, 2026
Jun 3, 2026SOpen-market sale
Class A Common Stock
-42,533$249.22$11M39,235Jun 5, 2026
Jun 3, 2026SOpen-market sale
Class A Common Stockindirect: By LLC
-74$247.93$18k90,825Jun 5, 2026
Jun 3, 2026SOpen-market sale
Class A Common Stockindirect: By LLC
-11,517$248.54$2.9M79,308Jun 5, 2026
Jun 3, 2026SOpen-market sale
Class A Common Stockindirect: By LLC
-6,409$249.22$1.6M72,899Jun 5, 2026
Jun 3, 2026MOption exercise
Stock Option (Right to Buy)derivative
-120,000$0.00$0120,000Jun 5, 2026
Jun 3, 2026MOption exercise
Class B Common Stockderivative
+120,000$3.07$368k0Jun 5, 2026
Jun 3, 2026CConversion
Class B Common Stockderivative
-120,000$0.00$00Jun 5, 2026

Related signals

Other insiders at Datadog, Inc. and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
5Weak
DDOGsell10b5-1
Datadog, Inc.
Alexis Le-Quoc
Chief Technology Officer
$15M
53,912 shares
-10%
35Weak
DDOGsell 510b5-1
Datadog, Inc.
Alexis Le-Quoc
Chief Technology Officer
$11M
43,224 shares
-8%
42Moderate
DDOGsell 610b5-1
Datadog, Inc.
David M Obstler
Chief Financial Officer
$3.9M
16,000 shares
-4%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Kerry Acocella
General Counsel and Secretary
$1.2M
5,280 shares
-4%
62Notable
DDOGsell 910b5-1
Datadog, Inc.
David M Obstler
Chief Financial Officer
$5.5M
24,000 shares
-200%
42Moderate
DDOGsell 910b5-1
Datadog, Inc.
David M Obstler
Chief Financial Officer
$9.1M
40,000 shares
-10%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Yanbing Li
Chief Product Officer
$2.8M
12,700 shares
-5%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Sean Michael Walters
Chief Revenue Officer
$2.6M
11,710 shares
-5%
35Weak
DDOGsell 910b5-1
Datadog, Inc.
Olivier Pomel
Chief Executive Officer
$19M
89,497 shares
-13%
40Moderate
DDOGsell 910b5-1
Datadog, Inc.
Julie Richardson
director
$1.2M
5,625 shares
-64%

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Dev Ittycheria sold $34M of DDOG | InsiderTell